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Cheap flights from Santa Rosa to Chicago from $150

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Santa Rosa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
7:00 am - 4:50 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
7h 50m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:15 pm - 10:38 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
10h 23m1 stop San Diego
$299Alaska Airlines
Wed, Oct 28 - Tue, Nov 3
Alaska Airlines Logo
7:00 am - 6:20 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
9h 20m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
6:00 am - 1:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
9h 06m1 stop Seattle/Tacoma Intl
$299Alaska Airlines
Tue, Oct 27 - Thu, Oct 29
American Airlines Logo
1:24 pm - 9:58 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
6h 34m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
5:00 am - 12:14 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
9h 14m1 stop Dallas/Fort Worth
$299American Airlines
Wed, Nov 11 - Sat, Nov 14
American Airlines Logo
4:11 pm - 12:35 amSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
6h 24m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
5:00 am - 12:40 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
9h 40m1 stop Phoenix Sky Harbor Intl
$299American Airlines
Sat, Oct 17 - Sat, Oct 24
Alaska Airlines Logo
7:00 am - 6:20 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
9h 20m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 1:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 06m1 stop Seattle/Tacoma Intl
$299Alaska Airlines
Thu, Oct 29 - Sat, Oct 31
Alaska Airlines Logo
7:00 am - 6:20 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
9h 20m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:15 pm - 10:38 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
10h 23m1 stop San Diego
$299Alaska Airlines
Thu, Oct 29 - Wed, Nov 4
Alaska Airlines Logo
7:00 am - 4:50 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
7h 50m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:15 pm - 10:38 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
10h 23m1 stop San Diego
$299Alaska Airlines
Tue, Oct 27 - Wed, Nov 4
Alaska Airlines Logo
6:19 am - 6:53 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
10h 34m1 stop San Diego
Alaska Airlines Logo
7:00 am - 1:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 06m1 stop Seattle/Tacoma Intl
$299Alaska Airlines
Tue, Oct 27 - Sat, Oct 31
Alaska Airlines Logo
7:00 am - 6:20 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
9h 20m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 1:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 06m1 stop Seattle/Tacoma Intl
$299Alaska Airlines
Tue, Oct 20 - Wed, Oct 21
Alaska Airlines Logo
7:00 am - 6:20 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
9h 20m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:21 pm - 11:00 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
10h 39m1 stop San Diego
$299Alaska Airlines
Sat, Oct 17 - Thu, Oct 22

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Alaska Airlines flights from Santa Rosa to Chicago

Our best Alaska Airlines deals on Santa Rosa to Chicago flight tickets
Alaska Airlines
Oct 27
STS7:00 amSanta Rosa Sonoma County
7h 50m
1 stop
ORD4:50 pmChicago O'Hare Intl
Nov 3
ORD7:20 amChicago O'Hare Intl
9h 13m
1 stop
STS2:33 pmSanta Rosa Sonoma County
$299
Alaska Airlines
Dec 2
STS6:40 amSanta Rosa Sonoma County
7h 51m
1 stop
ORD4:31 pmChicago O'Hare Intl
Dec 8
ORD6:00 amChicago O'Hare Intl
8h 16m
1 stop
STS12:16 pmSanta Rosa Sonoma County
$311
Alaska Airlines
Oct 19
STS7:00 amSanta Rosa Sonoma County
9h 20m
1 stop
ORD6:20 pmChicago O'Hare Intl
Oct 27
ORD7:00 amChicago O'Hare Intl
14h 25m
2 stops
STS7:25 pmSanta Rosa Sonoma County
$322

American Airlines flights from Santa Rosa to Chicago

Our best American Airlines deals on Santa Rosa to Chicago flight tickets
American Airlines
Nov 25
STS1:29 pmSanta Rosa Sonoma County
8h 05m
1 stop
ORD11:34 pmChicago O'Hare Intl
Dec 1
ORD5:00 amChicago O'Hare Intl
9h 59m
1 stop
STS12:59 pmSanta Rosa Sonoma County
$399
American Airlines
Oct 2
STS12:39 pmSanta Rosa Sonoma County
9h 35m
1 stop
ORD12:14 amChicago O'Hare Intl
Oct 5
ORD6:00 amChicago O'Hare Intl
8h 13m
1 stop
STS12:13 pmSanta Rosa Sonoma County
$565
American Airlines
Oct 1
STS1:08 pmSanta Rosa Sonoma County
9h 22m
1 stop
ORD12:30 amChicago O'Hare Intl
Oct 6
ORD5:00 amChicago O'Hare Intl
9h 40m
2 stops
STS12:40 pmSanta Rosa Sonoma County
$735

momondo Fare Finder

 
Use the filters below to find and compare flights from Santa Rosa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Wed 10/28

7:00 am-4:50 pm

1 stop7h 50m

Chicago O'Hare Intl

Tue 11/3

2:15 pm-10:38 pm

1 stop10h 23m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Tue 10/27

7:00 am-6:20 pm

1 stop9h 20m

Chicago O'Hare Intl

Thu 10/29

6:00 am-1:06 pm

1 stop9h 06m

$299
Quickest round-trip

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Wed 11/11

1:24 pm-9:58 pm

1 stop6h 34m

Chicago O'Hare Intl

Sat 11/14

5:00 am-12:14 pm

1 stop9h 14m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Sat 10/17

4:11 pm-12:35 am

1 stop6h 24m

Chicago O'Hare Intl

Sat 10/24

5:00 am-12:40 pm

1 stop9h 40m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Thu 10/29

7:00 am-6:20 pm

1 stop9h 20m

Chicago O'Hare Intl

Sat 10/31

7:00 am-1:06 pm

1 stop8h 06m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Thu 10/29

7:00 am-6:20 pm

1 stop9h 20m

Chicago O'Hare Intl

Wed 11/4

2:15 pm-10:38 pm

1 stop10h 23m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Tue 10/27

7:00 am-4:50 pm

1 stop7h 50m

Chicago O'Hare Intl

Wed 11/4

2:15 pm-10:38 pm

1 stop10h 23m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Tue 10/27

6:19 am-6:53 pm

1 stop10h 34m

Chicago O'Hare Intl

Sat 10/31

7:00 am-1:06 pm

1 stop8h 06m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Tue 10/20

7:00 am-6:20 pm

1 stop9h 20m

Chicago O'Hare Intl

Wed 10/21

7:00 am-1:06 pm

1 stop8h 06m

$299

Santa RosaChicago

STS Santa Rosa Sonoma County - ORD Chicago O'Hare Intl

STSORD

Santa Rosa Sonoma County

Sat 10/17

7:00 am-6:20 pm

1 stop9h 20m

Chicago O'Hare Intl

Thu 10/22

2:21 pm-11:00 pm

1 stop10h 39m

$299

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Santa Rosa to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Santa Rosa and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $542 to $689.
The lowest price recently found on this route was $299.

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Santa Rosa, with most prices found around $0. If you’re not able to fly to Chicago in January, then November is your next best option. Flight prices from Santa Rosa to Chicago during November average around $315.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $450. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Santa Rosa to Chicago for around $575.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Santa Rosa to Chicago during this time can be as low as $471. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $526.

When to book flights from Santa Rosa to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Santa Rosa to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santa Rosa to Chicago (STS to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santa Rosa to Chicago

Best Price Found

$150

Fastest flight time

6h 47m

Direct flights

None
The best one-way flight to Chicago from Santa Rosa in the past 72 hours is $150. The best round-trip flight deal from Santa Rosa to Chicago found on momondo in the last 72 hours is $299.
The fastest flight from Santa Rosa to Chicago takes 6h 47m
There are no direct flights from Santa Rosa to Chicago. There are no popular flight routes from Santa Rosa to Chicago.
Search flight deals

Frequently asked questions about flying from Santa Rosa to Chicago

  • How far is Santa Rosa Sonoma County to Chicago by plane?

    There are 1853.6 mi between Santa Rosa Sonoma County and Chicago. In terms of flight time, this usually takes a little over 6h 47m.

  • When did momondo last update prices for flights from Santa Rosa Sonoma County Airport to Chicago?

    Prices for flights from Santa Rosa Sonoma County Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Santa Rosa Sonoma County Airport to Chicago?

  • How old do you have to be to fly from Santa Rosa Sonoma County Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Santa Rosa Sonoma County Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Santa Rosa to Chicago?

Best airlines flying from Santa Rosa to Chicago

Compare and see reviews for airlines that fly from Santa Rosa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $276Free CancellationRating
7.9
12,949 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Santa Rosa to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Santa Rosa to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Santa Rosa to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Santa Rosa with this policy.

How can momondo help me find flights from Santa Rosa to Chicago?

momondo helps you find the best flight between Santa Rosa and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Santa Rosa to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Santa Rosa to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport